Title: 20 Best B&B in Winchester, VA - Bed and Breakfast from $157 | Expedia.com [Winchester Travel Guide](https://expedia.com/Winchester.dx6056879)[Hotels in Winchester](https://expedia.com/Winchester-Hotels.d6056879.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.com/Winchester-Vacation-Rentals.d6056879.Travel-Guide-VacationRentals)[Flights to Winchester](https://expedia.com/Cheap-Flights-To-Winchester.d6056879.Travel-Guide-Flights)[Things to do in Winchester](https://expedia.com/Things-To-Do-In-Winchester.d6056879.Travel-Guide-Activities)[Car Rentals in Winchester](https://expedia.com/Car-Rentals-In-Winchester.d6056879.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.com/Winchester.d6056879.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/6056879/5a1e10ca-c30d-4d41-816e-f5af84673df6.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6056879/5a1e10ca-c30d-4d41-816e-f5af84673df6.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates Next weekend [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=6056879&startDate=2026-04-10&endDate=2026-04-12&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=6056879&startDate=2026-04-17&endDate=2026-04-19&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=6056879&startDate=2026-05-01&endDate=2026-05-03&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=6056879&startDate=2026-05-29&endDate=2026-05-31&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winchester bed & breakfast ![Exterior](https://images.trvl-media.com/lodging/20000000/19130000/19126100/19126061/6e95af26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/20000000/19130000/19126100/19126061/df92df6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Private Bathroom (Windsor Suite) | Deep soaking bathtub](https://images.trvl-media.com/lodging/20000000/19130000/19126100/19126061/c20a2340.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/20000000/19130000/19126100/19126061/e1bc7cf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Glen Gordon Manor [](https://www.expedia.com/Huntly-Hotels-Glen-Gordon-Manor.h19126061.Hotel-Information) Huntly 9.8/10 Exceptional (96 reviews) "Staff was efficient, professional, personable, thoughtful. Facilities were lovely, Breakfast was excellent." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexander and Judith $299 nightly $327 total Apr 15 - Apr 16 Total with taxes and fees [](https://www.expedia.com/Huntly-Hotels-Glen-Gordon-Manor.h19126061.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/37000000/36140000/36132200/36132129/f3c32a81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden view](https://images.trvl-media.com/lodging/37000000/36140000/36132200/36132129/f6325d64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/37000000/36140000/36132200/36132129/2c3deef9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/37000000/36140000/36132200/36132129/2db74ae4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Loudoun Valley Manor [](https://www.expedia.com/Waterford-Hotels-Loudoun-Valley-Manor.h36132129.Hotel-Information) Waterford 9.6/10 Exceptional (287 reviews) "Amazing inn, clean, owner is friendly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Miguel $138 nightly $157 total Apr 2 - Apr 3 Total with taxes and fees [](https://www.expedia.com/Waterford-Hotels-Loudoun-Valley-Manor.h36132129.Hotel-Information) ![Hallway](https://images.trvl-media.com/lodging/16000000/15740000/15733600/15733502/8659900e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/16000000/15740000/15733600/15733502/0869608f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/16000000/15740000/15733600/15733502/3be58fba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/16000000/15740000/15733600/15733502/0932b9ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Evergreen [](https://www.expedia.com/Haymarket-Hotels-Inn-At-Evergreen.h15733502.Hotel-Information) Haymarket 9.4/10 Exceptional (133 reviews) "Beautiful property and excellent food." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paula $258 nightly $294 total Apr 11 - Apr 12 Total with taxes and fees [](https://www.expedia.com/Haymarket-Hotels-Inn-At-Evergreen.h15733502.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/4000000/3090000/3082200/3082115/7b9d69e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room (The Snuggery) | Premium bedding, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/4000000/3090000/3082200/3082115/af2498b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/4000000/3090000/3082200/3082115/f0afdbe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/4000000/3090000/3082200/3082115/80e06b30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hillbrook Inn [](https://www.expedia.com/Martinsburg-Hotels-Hillbrook-Inn.h3082115.Hotel-Information) Charles Town 8.6/10 Excellent (676 reviews) "Wonderful staff, and fall cottage was lovely." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Henrik $188 nightly $208 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Martinsburg-Hotels-Hillbrook-Inn.h3082115.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/17000000/16290000/16281800/16281705/f4cdce70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/17000000/16290000/16281800/16281705/827ae686.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, 1 King Bed, Hot Tub, Garden View | 1 bedroom, premium bedding, pillowtop beds, iron/ironing board](https://images.trvl-media.com/lodging/17000000/16290000/16281800/16281705/686105c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/17000000/16290000/16281800/16281705/5afc8cca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stone Manor Boutique Inn [](https://www.expedia.com/Lovettsville-Hotels-Stone-Manor-Boutique-Inn.h16281705.Hotel-Information) Lovettsville 9.6/10 Exceptional (98 reviews) "The breakfast was fabulous and the room great " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MICHEL $230 nightly $262 total Apr 2 - Apr 3 Total with taxes and fees [](https://www.expedia.com/Lovettsville-Hotels-Stone-Manor-Boutique-Inn.h16281705.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/75000000/74600000/74591500/74591437/a3bece64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74600000/74591500/74591437/7f37a00e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74600000/74591500/74591437/c9a9f315.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74600000/74591500/74591437/3f3af7ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Light Horse Inn: Suite 4 [](https://www.expedia.com/Harpers-Ferry-Hotels-Light-Horse-Inn-Suite-4.h74591437.Hotel-Information) Harpers Ferry 10/10 Exceptional (13 reviews) "Very charming and comfortable " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph $207 nightly $233 total Apr 8 - Apr 9 Total with taxes and fees [](https://www.expedia.com/Harpers-Ferry-Hotels-Light-Horse-Inn-Suite-4.h74591437.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/19000000/18670000/18669500/18669467/a14a8657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/19000000/18670000/18669500/18669467/4272811e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18670000/18669500/18669467/3abc3b5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living room](https://images.trvl-media.com/lodging/19000000/18670000/18669500/18669467/f7ffda1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cantuta Inn [](https://www.expedia.com/Martinsburg-Hotels-Cantuta-Inn.h18669467.Hotel-Information) Harpers Ferry 9.0/10 Wonderful (76 reviews) "The hostess and her husband were friendly and made us feel very welcome! Breakfast was scrambled eggs with fruit and was nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ron $178 nightly $200 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Martinsburg-Hotels-Cantuta-Inn.h18669467.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34100000/34090700/34090623/ff8b2dd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/35000000/34100000/34090700/34090623/e770d74d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34100000/34090700/34090623/0a4c6df7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34100000/34090700/34090623/1f81d6e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Van Gogh Room in Villa [](https://www.expedia.com/Purcellville-Hotels-The-Van-Gogh-Room-In-Villa.h34090623.Hotel-Information) Purcellville 9.0/10 Wonderful (67 reviews) "Quiet setting and friendly owner." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Helen W. $340 nightly $388 total Apr 2 - Apr 3 Total with taxes and fees [](https://www.expedia.com/Purcellville-Hotels-The-Van-Gogh-Room-In-Villa.h34090623.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/28000000/27140000/27137100/27137088/a8e8b9f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 Queen Bed, Balcony | Balcony](https://images.trvl-media.com/lodging/28000000/27140000/27137100/27137088/f1d7b990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/28000000/27140000/27137100/27137088/3b25e32e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 Queen Bed, Balcony | Egyptian cotton sheets, hypo-allergenic bedding, memory foam beds](https://images.trvl-media.com/lodging/28000000/27140000/27137100/27137088/e8898863.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hopkins Ordinary Bed Breakfast and Ale Works [](https://www.expedia.com/Sperryville-Hotels-Hopkins-Ordinary-Bed-Breakfast-And-Ale-Works.h27137088.Hotel-Information) Sperryville 9.8/10 Exceptional (33 reviews) "Cute place. I enjoyed my room - especially the fireplace and my bed was super comfy. The biergarden was closed so I didn’t get to visit that part of it the property. I had an early flight out of Dulles the next morning so I let her know at check in that I would miss breakfast. Other B&B’s I have stayed at packed me a breakfast to go when I let them know I had to leave early - no such luck here. Which is fine, it’s just a nice touch. So I asked if coffee was possible but nope. A coffee pot in... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tonya $308 nightly $336 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Sperryville-Hotels-Hopkins-Ordinary-Bed-Breakfast-And-Ale-Works.h27137088.Hotel-Information) ![Interior entrance](https://images.trvl-media.com/lodging/118000000/117730000/117723700/117723633/7918f369.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117730000/117723700/117723633/4ee27c5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/118000000/117730000/117723700/117723633/8d2e7c05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/118000000/117730000/117723700/117723633/2f491ce9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Grass Roots Hill [](https://www.expedia.com/Purcellville-Hotels-The-Inn-At-Grass-Roots-Hill.h117723633.Hotel-Information) Purcellville 9.4/10 Exceptional (8 reviews) "Beautiful venue, great service, and very close to the local downtown. Would stay again, highly recommend. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert $413 nightly $471 total Apr 3 - Apr 4 Total with taxes and fees [](https://www.expedia.com/Purcellville-Hotels-The-Inn-At-Grass-Roots-Hill.h117723633.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/27000000/26680000/26679800/26679788/8458539f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/27000000/26680000/26679800/26679788/1a36bdf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/27000000/26680000/26679800/26679788/fdad32ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/27000000/26680000/26679800/26679788/9df5645f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gay Street Inn [](https://www.expedia.com/Washington-Hotels-Gay-Street-Inn.h26679788.Hotel-Information) Washington 10/10 Exceptional (34 reviews) "Beautiful historic Inn with incredible owners and service. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Renee $359 nightly $387 total Apr 9 - Apr 10 Total with taxes and fees [](https://www.expedia.com/Washington-Hotels-Gay-Street-Inn.h26679788.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34330000/34329600/34329573/78704f31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34330000/34329600/34329573/6299299d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34330000/34329600/34329573/aafbdad6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34330000/34329600/34329573/957e6eda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Monet HoneymoonSuite in villa.Elegant Lrg 2rm w/balcony, jacuzzi n phenom.view. [](https://www.expedia.com/Purcellville-Hotels-Monet-HoneymoonSuite-Elegant-Lrg-2rm-Wbalcony-In-VillaMountnpasture-Pool-View.h34329573.Hotel-Information) Purcellville 9.8/10 Exceptional (37 reviews) "Beautiful location, quiet, and Maud is a wonderful person." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dennis G. $425 nightly $485 total Apr 2 - Apr 3 Total with taxes and fees [](https://www.expedia.com/Purcellville-Hotels-Monet-HoneymoonSuite-Elegant-Lrg-2rm-Wbalcony-In-VillaMountnpasture-Pool-View.h34329573.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/30ef090b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/0f03a335.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/6f99e56e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Sunrise Room | Individually decorated, individually furnished, blackout drapes](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/7a2a968f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Carriage Inn B&B [](https://www.expedia.com/Martinsburg-Hotels-The-Carriage-Inn-BB.h2762649.Hotel-Information) Charles Town 9.6/10 Exceptional (443 reviews) "Lovely inn with gracious hosts and fabulous breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Megan $155 nightly $176 total Apr 14 - Apr 15 Total with taxes and fees [](https://www.expedia.com/Martinsburg-Hotels-The-Carriage-Inn-BB.h2762649.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186918/03c5456b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video library](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186918/c0a1b19d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186918/98345320.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186918/e3ef8a74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bird Nest Suite In Town!- Inside the Grand Castalian Inn B&B [](https://www.expedia.com/Berkeley-Springs-Hotels-Bird-Nest-Suite-In-Town-Inside-Newly-Remodeled-Victorian-Home.h107186918.Hotel-Information) Berkeley Springs 10/10 Exceptional (3 reviews) "Beautiful house. Renovations are not quite complete yet, and the electronic locks needed extra communication with the owner to use, but still a great stay. Perfect location and this place will be gorgeous after renovations are complete." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel F. $268 nightly $297 total Apr 2 - Apr 3 Total with taxes and fees [](https://www.expedia.com/Berkeley-Springs-Hotels-Bird-Nest-Suite-In-Town-Inside-Newly-Remodeled-Victorian-Home.h107186918.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/75000000/74600000/74591500/74591431/5da3b453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/75000000/74600000/74591500/74591431/58438b63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74600000/74591500/74591431/c744aefe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74600000/74591500/74591431/aba0a0b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Light Horse Inn: Suite 2 [](https://www.expedia.com/Harpers-Ferry-Hotels-Light-Horse-Inn-Suite-2.h74591431.Hotel-Information) Harpers Ferry 10/10 Exceptional (2 reviews) "Great place to stay. Staff exceptionally friendly" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael $191 nightly $215 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Harpers-Ferry-Hotels-Light-Horse-Inn-Suite-2.h74591431.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/75000000/74600000/74591500/74591446/d4c4f1f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74600000/74591500/74591446/1a36bcf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/75000000/74600000/74591500/74591446/w1012h683x12y0-1cde7a0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/75000000/74600000/74591500/74591446/06f0b5fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Light Horse Inn: Suite 7 [](https://www.expedia.com/Harpers-Ferry-Hotels-Light-Horse-Inn-Suite-7.h74591446.Hotel-Information) Bolivar 9.2/10 Wonderful (5 reviews) "The property was well-kept, and breakfast was delicious with friendly staff and guests." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rebecca $195 nightly $219 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Harpers-Ferry-Hotels-Light-Horse-Inn-Suite-7.h74591446.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186922/e5fc9b79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186922/88ea5471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186922/15a3d4aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186922/fdd8e807.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### River Retreat Suite In Town!- Inside The Grand Castalian Inn B&B [](https://www.expedia.com/Berkeley-Springs-Hotels-Appalachian-Suite-In-Town-Inside-Newly-Remodeled-Victorian-Home.h107186922.Hotel-Information) Berkeley Springs 10/10 Exceptional (3 reviews) "My partner and I have both stayed in some pretty high end hotels and we were so impressed!! By far the best VRBO i’ve stayed in-newly renovated and decorated. You don’t want to pass up this hidden gem convenient to everything in Berkeley Springs!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deirdre A. $278 nightly $309 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Berkeley-Springs-Hotels-Appalachian-Suite-In-Town-Inside-Newly-Remodeled-Victorian-Home.h107186922.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186920/6f6e84c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186920/a606ba47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186920/b98f28d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, video library](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186920/7c9f1c3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Appalachian Suite In Town!- The Grand Castalian Inn B&B [](https://www.expedia.com/Berkeley-Springs-Hotels-Appalachian-Suite-In-Town-Inside-Newly-Remodeled-Victorian-Home.h107186920.Hotel-Information) Berkeley Springs 10/10 Exceptional (2 reviews) "We loved the spot and will be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Seth W. $278 nightly $309 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Berkeley-Springs-Hotels-Appalachian-Suite-In-Town-Inside-Newly-Remodeled-Victorian-Home.h107186920.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100040000/100033000/100032985/143c0c62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/101000000/100040000/100033000/100032985/a61072d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/101000000/100040000/100033000/100032985/a0f8d694.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/101000000/100040000/100033000/100032985/w1018h676x0y0-807d6f68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Light Horse Inn: Suite 3 [](https://www.expedia.com/Harpers-Ferry-Hotels-Light-Horse-Inn-Suite-3.h100032985.Hotel-Information) Harpers Ferry $212 nightly $238 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Harpers-Ferry-Hotels-Light-Horse-Inn-Suite-3.h100032985.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.com/Hotel-Search?startDate=2026-04-15&endDate=2026-04-16®ionId=6056879&adults=2&lodging=BED_AND_BREAKFAST&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Bed-And-Breakfast.d6056879-aaBedAndBreakfast.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Bed-And-Breakfast.d6056879-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Winchester Hotel Reviews ![La Quinta Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/9e66afda_y.jpg) ### La Quinta Inn & Suites by Wyndham Winchester 8/10 Good "The breakfast was subpar. Food was sparse Waffle maker didn't consistently work. " [](https://expedia.com/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) ![The George Washington Hotel, A Wyndham Grand Hotel](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/5707228d_y.jpg) ### The George Washington Hotel, A Wyndham Grand Hotel 10/10 Excellent "This is a great renaissance hotel. The renovation of the interior is magnificent. The staff is very professional, competent and accommodating. Notables are the lobby including the bar and the pool spa. Best hotel shower head ever! The dining options in walking distance are fantastic. Definite return visit." [](https://expedia.com/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information) ![Hampton Inn Martinsburg](https://images.trvl-media.com/lodging/1000000/70000/63100/63064/c1c4db32_y.jpg) ### Hampton Inn Martinsburg 10/10 Excellent "Clean room, great breakfast." [](https://expedia.com/Martinsburg-Hotels-Hampton-Inn-Martinsburg.h63064.Hotel-Information) ![Hilton Garden Inn Dulles North](https://images.trvl-media.com/lodging/3000000/2340000/2335200/2335184/d7802d8b_y.jpg) ### Hilton Garden Inn Dulles North 10/10 Excellent "Great location, friendly staff, and comfy rooms. Would recommend to others!" [](https://expedia.com/Ashburn-Hotels-Hilton-Garden-Inn-Dulles-North.h2335184.Hotel-Information) ![Candlewood Suites Winchester by IHG](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652870/790d1609_y.jpg) ### Candlewood Suites Winchester by IHG 10/10 Excellent "Nice room." [](https://expedia.com/Winchester-Hotels-Candlewood-Suites-Winchester.h1652870.Hotel-Information) ![Holiday Inn Winchester Se-Historic Gateway by IHG](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/c68804b2_y.jpg) ### Holiday Inn Winchester Se-Historic Gateway by IHG 10/10 Excellent "Breakfast was excellent and all the staff were very friendly." [](https://expedia.com/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information) ![Mimslyn Inn Historic Hotels Of America](https://images.trvl-media.com/lodging/10000000/9770000/9760500/9760491/5175eb5d_y.jpg) ### Mimslyn Inn Historic Hotels Of America 6/10 Okay "Rooms were small and out dated, no in room coffee, little space to walk around in and square corners on furniture is tough on calves, bathroom very cramped and fixtures in need of repair, shower products rack mounted on back wall right where your shoulders are making shower have even less space, no computer station for boarding pass printing, breakfast restaurant is fair my eggs Benedict was good." [](https://expedia.com/Luray-Hotels-Mimslyn-Inn-Historic-Hotels-Of-America.h9760491.Hotel-Information) ![Travelodge by Wyndham Winchester](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/19e0634f_y.jpg) ### Travelodge by Wyndham Winchester 4/10 Poor "There were croaches in my room and ants. Nedding had burn holes. And someone tried to get in my room in the middle of the night." [](https://expedia.com/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information) ![Comfort Inn & Suites Winchester](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/cf4c2663_y.jpg) ### Comfort Inn & Suites Winchester 10/10 Excellent "Staff was very friendly, clean room and great breakfast!" [](https://expedia.com/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information) ## Find out more about Winchester ## Winchester B&B information | Number of reviews | 1,962 | | ----------------- | ------ | | Accommodation | 32 B&B | | Lowest Price | $157 | | Highest Price | $485 | ## Frequently asked questions ### What is the nightly rate for a Bed and Breakfast in Winchester? ### When is the best time to book a Bed and Breakfast in Winchester? > September often sees a delightful mix of warm days and cool evenings, making it ideal for leisurely strolls through local parks or visiting historical sites. The community also hosts several festivals celebrating the harvest, offering visitors a taste of local culture and cuisine. > > > For those seeking a more budget-friendly experience, consider planning your trip in November. This quieter month provides a unique opportunity to explore Winchester's attractions without the crowds, and you can enjoy the area's natural beauty as the landscape transitions into winter. ### What is the difference between a Winchester Bed & Breakfast and a hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - [Hotels near Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels.0-n6164092-0.Travel-Guide-Filter-Hotels) - [Historic Hotels in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-Historic-Hotel.0-n6164092-0-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Hotels with Restaurants in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-Hotels-With-Restaurants.0-n6164092-0-tHotelswithRestaurants.Travel-Guide-Filter-Hotels) - [Casino Hotels in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-Casino-Hotel.0-n6164092-0-tCasinoHotel.Travel-Guide-Filter-Hotels) - 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[Bright Box Theater ](https://www.expedia.com/Bright-Box-Theater-Old-Town-Winchester.d553248621561864843.Vacation-Attraction) - [Shenandoah Valley Discovery Museum ](https://www.expedia.com/Shenandoah-Valley-Discovery-Museum-Old-Town-Winchester.d553248621587527659.Vacation-Attraction) - [George Washington's Office ](https://www.expedia.com/George-Washingtons-Office-Old-Town-Winchester.d6164042.Vacation-Attraction) - [Mt Hebron Cemetery ](https://www.expedia.com/Mt-Hebron-Cemetery-Winchester.d553248621532661845.Vacation-Attraction) - [Patsy Cline Historic House ](https://www.expedia.com/Patsy-Cline-Historic-House-Winchester.d553248621532661841.Vacation-Attraction) - [Museum of the Shenandoah Valley ](https://www.expedia.com/Museum-Of-The-Shenandoah-Valley-Winchester.d6127313.Vacation-Attraction) - [Jim Barnett Park ](https://www.expedia.com/Jim-Barnett-Park-Winchester.d6164028.Vacation-Attraction) - [Abram's Delight ](https://www.expedia.com/Abrams-Delight-Winchester.d553248621532661839.Vacation-Attraction) - [Nalls Farm Market ](https://www.expedia.com/Nalls-Farm-Market-Winchester.d553248621532661846.Vacation-Attraction) - [Shenandoah University ](https://www.expedia.com/Shenandoah-University-Winchester.d6127311.Vacation-Attraction) - [Rock Harbor Golf Course ](https://www.expedia.com/Rock-Harbor-Golf-Course-Winchester.d553248621561864838.Vacation-Attraction) - [Car rentals near Old Town Winchester ](https://www.expedia.com/Car-Rentals-In-Old-Town-Winchester.d6164092.Car-Rental-Guide) - [Car rentals near Patsy Cline Historic House ](https://www.expedia.com/Car-Rentals-In-Patsy-Cline-Historic-House.d553248621532661841.Car-Rental-Guide) - [Car rentals near Nalls Farm Market ](https://www.expedia.com/Car-Rentals-In-Nalls-Farm-Market.d553248621532661846.Car-Rental-Guide) - [Car rentals near Shenandoah University ](https://www.expedia.com/Car-Rentals-In-Shenandoah-University.d6127311.Car-Rental-Guide) - [Van Car Rentals near Shenandoah University ](https://www.expedia.com/Van-Car-Rentals-In-Shenandoah-University.d6127311-tVan.Car-Rental-Guide-Class) - 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